Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/43370
Title: Synthesis and evaluation of a series of oleanolic acid saponins as α-glucosidase and α-amylase inhibitors
Authors: Guo, T
Wu, S
Guo, S
Bai, L
Liu, Q
Bai, N
Keywords: Glycosylation
Oleanolic acid saponin
Synthesis
α-Amylase
α-Glucosidase
Issue Date: 2015
Publisher: Wiley-VCH
Source: Archiv der pharmazie, 2015, v. 348, no. 9, p. 615-628 How to cite?
Journal: Archiv der pharmazie 
Abstract: Sixteen naturally occurring oleanolic acid saponins and their derivatives were synthesized in an efficient and practical strategy, and their inhibitory activities against α-glucosidase and α-amylase were evaluated in vitro. Among all the compounds, 28-O-monoglucoside 8 exhibited remarkably potent inhibitory activity against α-glucosidase with an IC<inf>50</inf> value of 87.3μM, which was fivefold stronger than that of the antidiabetic acarbose. Based on the preliminary structure-activity relationships, for 28-O-monoglucosides, the presence of a terminal α-l-rhamnopyranosyl residue enhanced the α-glucosidase and α-amylase inhibitory activities. Furthermore, for 3,28-O-bidesmosides, sugar-substituted moieties attached to the C-3 and C-28 positions of the oleanolic acid scaffold are helpful to increase the inhibitory activities against α-amylase and α-glucosidase.
URI: http://hdl.handle.net/10397/43370
ISSN: 0365-6233 (print)
1521-4184 (online)
DOI: 10.1002/ardp.201500179
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